tert-Butyl trans-4-ethynylcyclohexylcarbamate

Name: tert-Butyl trans-4-ethynylcyclohexylcarbamate
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CAS No. 947141-86-8
Cat. No. CS-0059691
Molecule weight223.31
Purity≥97%
MDL No.None

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tert-Butyl trans-4-ethynylcyclohexylcarbamate|CS-0059691

Structure of 947141-86-8

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General Information

CAS No. 947141-86-8
Cat. No. CS-0059691
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₁NO₂
Molecular Weight 223.31
Synonym(s) trans-N-Boc-4-ethynylcyclohexanamine
SMILES C#C[C@H]1CC[C@H](NC(OC(C)(C)C)=O)CC1

Description

tert-Butyl trans-4-ethynylcyclohexylcarbamate features a rigid trans-cyclohexyl scaffold with a pendant ethynyl group, enabling efficient copper-catalyzed click reactions. The tert-butyl carbamate moiety provides stable protection for amine functionalities under standard conditions, while the electron-deficient alkyne facilitates selective coupling. This combination delivers robust, orthogonal functionalization in complex molecular architectures.

Application

tert-Butyl trans-4-ethynylcyclohexylcarbamate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized cyclohexyl scaffolds via copper-catalyzed azide-alkyne cycloaddition (CuAAC). The protected amine and terminal alkyne functionalities offer orthogonal reactivity for late-stage diversification. Its trans-configuration ensures defined stereochemistry, while the tert-butyl carbamate group provides excellent bench stability and ease of removal under mild acidic conditions.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 38.33
LogP 2.7031
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Drug Discovery Cancer EZH2

Key Words

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tert-Butyl trans-4-ethynylcyclohexylcarbamate

CAS No. 947141-86-8

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